Title: Winsor Guest Houses from CA $58 | Expedia.ca [Winsor Travel Guide](https://expedia.ca/Winsor.dx3000381484)[Hotels in Winsor](https://expedia.ca/Winsor-Hotels.d3000381484.Travel-Guide-Hotels)[Vacation Rentals in Winsor](https://expedia.ca/Winsor-Vacation-Rentals.d3000381484.Travel-Guide-VacationRentals)[Winsor Car Rentals](https://expedia.ca/Car-Rentals-In-Winsor.d3000381484.Car-Rental-Guide)[Winsor Vacation Packages](https://expedia.ca/Winsor.d3000381484.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000381484&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winsor guest houses ![Garden](https://images.trvl-media.com/lodging/1000000/890000/888600/888514/32da366d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast (GBP 15 per person)](https://images.trvl-media.com/lodging/1000000/890000/888600/888514/36cafe77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House, Ensuite, Garden Area | Living area](https://images.trvl-media.com/lodging/1000000/890000/888600/888514/b8994e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Double or Twin Room (Osborne Room )](https://images.trvl-media.com/lodging/1000000/890000/888600/888514/e80252c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentry Mead [](https://www.expedia.ca/Totland-Bay-Hotels-Sentry-Mead.h888514.Hotel-Information) Totland Bay 9.8/10 Exceptional (93 reviews) "A wonderful & delightful hotel." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Gary [](https://www.expedia.ca/Totland-Bay-Hotels-Sentry-Mead.h888514.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/17000000/16510000/16508500/16508484/f1fbf542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/17000000/16510000/16508500/16508484/260cfb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16510000/16508500/16508484/e99b13c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast (GBP 8.00 per person)](https://images.trvl-media.com/lodging/17000000/16510000/16508500/16508484/755aed42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 50 [](https://www.expedia.ca/Bournemouth-Hotels-HOTEL-50.h16508484.Hotel-Information) Bournemouth 10/10 Exceptional (117 reviews) "Nice clean room very good breakfast Enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrzej CA $134 CA $134 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Bournemouth-Hotels-HOTEL-50.h16508484.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/f9bf16b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite (Sleeps 3)](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/83572711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/da8e1fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/ba582967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albert Cottage Hotel [](https://www.expedia.ca/East-Cowes-Hotels-Albert-Cottage-Hotel.h23243385.Hotel-Information) East Cowes 9.4/10 Exceptional (94 reviews) "Excellent period decor, very friendly staff" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Paul CA $253 CA $303 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/East-Cowes-Hotels-Albert-Cottage-Hotel.h23243385.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/d6829fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/987b5b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/da151272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Double Room | Bathroom](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/bb6bf307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walcot House [](https://www.expedia.ca/Southampton-Hotels-Walcot-House.h24192672.Hotel-Information) Southampton 9.2/10 Wonderful (71 reviews) "Excellent value with a superb breakfast. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Bobs ipad email CA $131 CA $158 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Southampton-Hotels-Walcot-House.h24192672.Hotel-Information) ![Deluxe Double Room, Ensuite](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/c43bc72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/69afc230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/5b0aa967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/04579722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highfield Coach House [](https://www.expedia.ca/Lymington-Hotels-Highfield-Coach-House.h78107019.Hotel-Information) Lymington 10/10 Exceptional (79 reviews) "Wonderful staff, lovely room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $169 CA $202 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Lymington-Hotels-Highfield-Coach-House.h78107019.Hotel-Information) ![Double or Twin Room (Room 1)](https://images.trvl-media.com/lodging/110000000/109480000/109475500/109475499/c7011b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109480000/109475500/109475499/67269627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, bed sheets](https://images.trvl-media.com/lodging/110000000/109480000/109475500/109475499/e820c604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109480000/109475500/109475499/114a62ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oak Tree Rooms [](https://www.expedia.ca/Brockenhurst-Hotels-Oak-Tree-Rooms.h109475499.Hotel-Information) Brockenhurst 9.6/10 Exceptional (11 reviews) "Great location just off the high street but nice and quiet Free parking Nice comfy bed Good shower " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $154 CA $154 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Brockenhurst-Hotels-Oak-Tree-Rooms.h109475499.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/99000000/98050000/98042400/98042345/2f72c2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Loft | View from room](https://images.trvl-media.com/lodging/99000000/98050000/98042400/98042345/02ae5206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/99000000/98050000/98042400/98042345/421ea905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/99000000/98050000/98042400/98042345/a166ebee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STANWELL HOUSE [](https://www.expedia.ca/Lymington-Hotels-STANWELL-HOUSE.h98042345.Hotel-Information) Lymington 9.2/10 Wonderful (61 reviews) "Fabulous hotel and Fabulous Staff" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) MARK CA $205 CA $246 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Lymington-Hotels-STANWELL-HOUSE.h98042345.Hotel-Information) ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/119000000/118770000/118761400/118761368/53141d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Exterior](https://images.trvl-media.com/lodging/119000000/118770000/118761400/118761368/49cbd84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Interior](https://images.trvl-media.com/lodging/119000000/118770000/118761400/118761368/59a89934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Property grounds](https://images.trvl-media.com/lodging/119000000/118770000/118761400/118761368/62df254c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wendys house [](https://www.expedia.ca/Fareham-Hotels-Wendys-House.h118761368.Hotel-Information) Fareham CA $109 CA $131 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Fareham-Hotels-Wendys-House.h118761368.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/1000000/910000/900700/900622/e224b84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/910000/900700/900622/e2bd6eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/910000/900700/900622/2c8a1a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room Ensuite (Bijou)](https://images.trvl-media.com/lodging/1000000/910000/900700/900622/26c0d6ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Denewood Hotel - Guest Accomodation [](https://www.expedia.ca/Bournemouth-Hotels-Denewood-Hotel-Guest-Accomodation.h900622.Hotel-Information) Bournemouth 8.8/10 Excellent (300 reviews) "Had a wonderful stay, the service and the welcome was warm and inviting, Pam and Alan were the type host to make you feel at home. Even though the the building and the inside is a bit out dated but due to the environment and the area and definitely the hosts, the hotel provides an amazing stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Abdulwahid CA $80 CA $97 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Bournemouth-Hotels-Denewood-Hotel-Guest-Accomodation.h900622.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/92364e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/7af053b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite | Living area](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/38241099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/cc3d597b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orange Grove Hotel & Gardens [](https://www.expedia.ca/Southampton-Hotels-Coldeast-Mansion.h17708517.Hotel-Information) Southampton 8.4/10 Very good (332 reviews) "Spacious suite, well heated, very helpful staff. It felt more like being a guest in a grand mansion than staying in a hotel." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Stephen [](https://www.expedia.ca/Southampton-Hotels-Coldeast-Mansion.h17708517.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474800/120474748/3ed08fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120480000/120474800/120474748/cd6b272e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474800/120474748/6a8e948c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474800/120474748/f96c94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridge Road - Room 3a [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-3a.h120474748.Hotel-Information) Southampton CA $77 CA $93 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-3a.h120474748.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/c046d8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/67548441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/39c36abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/70d01a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shirley House 3 Guest House Self Catering [](https://www.expedia.ca/Southampton-Hotels-Shirley-House-3-Self-Catering.h91344144.Hotel-Information) Freemantle 7.6/10 Good (20 reviews) "Quiet,clean and had what we needed.not a 5star hotel but nice for the price." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David CA $73 CA $88 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Southampton-Hotels-Shirley-House-3-Self-Catering.h91344144.Hotel-Information) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/122000000/121720000/121717500/121717417/bf22f84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/122000000/121720000/121717500/121717417/fb1e2664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121720000/121717500/121717417/w2048h1536x0y0-1536e47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121720000/121717500/121717417/w2048h1533x0y3-8213de69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A double room in a great location [](https://www.expedia.ca/Southampton-Hotels-A-Double-Room-In-A-Great-Location.h121717417.Hotel-Information) Southampton City Centre CA $138 CA $138 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Southampton-Hotels-A-Double-Room-In-A-Great-Location.h121717417.Hotel-Information) ![Twin Room](https://images.trvl-media.com/lodging/117000000/116650000/116643200/116643103/8cd9913b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Twin Room](https://images.trvl-media.com/lodging/117000000/116650000/116643200/116643103/6353d6bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116650000/116643200/116643103/94fb6120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116650000/116643200/116643103/06bfcceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brookvale Guest House Room 12 [](https://www.expedia.ca/Southampton-Hotels-Brookvale-Guest-House-Room-12.h116643103.Hotel-Information) Portswood CA $49 CA $59 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Southampton-Hotels-Brookvale-Guest-House-Room-12.h116643103.Hotel-Information) ![Superior Suite, Ensuite, Sea View (Bath/Shower) | Garden](https://images.trvl-media.com/lodging/4000000/3010000/3003400/3003385/ce5ae455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/4000000/3010000/3003400/3003385/74533c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Ensuite, Sea View (Bath/Shower)](https://images.trvl-media.com/lodging/4000000/3010000/3003400/3003385/07de08ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite (Bath/Shower)](https://images.trvl-media.com/lodging/4000000/3010000/3003400/3003385/de9cc617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pebble Beach [](https://www.expedia.ca/New-Milton-Hotels-Pebble-Beach.h3003385.Hotel-Information) New Milton 8.8/10 Excellent (481 reviews) "Lovely place, great staff, lovely food and a gorgeous position and view!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jeanette CA $107 CA $129 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/New-Milton-Hotels-Pebble-Beach.h3003385.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/d08a38f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/0f2a5d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/9611e56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/4f1e01c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridge Road - Room 2b [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-2b.h120474219.Hotel-Information) Southampton CA $48 CA $58 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-2b.h120474219.Hotel-Information) ![Basic Room | In-room dining](https://images.trvl-media.com/lodging/92000000/91130000/91127300/91127270/3e48b522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room](https://images.trvl-media.com/lodging/92000000/91130000/91127300/91127270/1e9507cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91130000/91127300/91127270/decaff2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/92000000/91130000/91127300/91127270/48e2b777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect for contractors [](https://www.expedia.ca/Southampton-Hotels-Perfect-For-Contractors.h91127270.Hotel-Information) Southampton 10/10 Exceptional (1 review) "Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Daniel [](https://www.expedia.ca/Southampton-Hotels-Perfect-For-Contractors.h91127270.Hotel-Information) ![Standard Double Room](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344124/65baf4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344124/7fba329c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344124/5064346a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344124/b9fa3329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shirley House 2 Guest House Self Catering by Southampton General Hospital [](https://www.expedia.ca/Southampton-Hotels-Shirley-House-2-Self-Catering.h91344124.Hotel-Information) Shirley 7.4/10 Good (35 reviews) "Perfect to stay for a single or couple " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Neeneebari [](https://www.expedia.ca/Southampton-Hotels-Shirley-House-2-Self-Catering.h91344124.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120480000/120475400/120475375/01e4bb2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120480000/120475400/120475375/a9eff01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120475400/120475375/ba7982a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120480000/120475400/120475375/22cf2f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridge Road - Room 4a [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-4a.h120475375.Hotel-Information) Southampton CA $77 CA $93 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-4a.h120475375.Hotel-Information) ![City view](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/7552bcf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/4662467c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/5dc371db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/180-03f8d64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shirley House Self Catering Guest House, 5 min Drive to Cruise Ship Terminals and City Centre [](https://www.expedia.ca/Southampton-Hotels-Shirley-House.h53158441.Hotel-Information) The Polygon 8.0/10 Very good (61 reviews) "Check in convenience and responsive staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernadette [](https://www.expedia.ca/Southampton-Hotels-Shirley-House.h53158441.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17®ionId=3000381484&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_3000381484) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinsor-Guest-Houses.d3000381484-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinsor-Guest-Houses.d3000381484-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winsor Hotel Reviews ![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "Great room with plenty of space. " [](https://expedia.ca/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![The Winchester Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg) ### The Winchester Hotel & Spa 10/10 Excellent "Room was spotless, staff were lovely, gym was useful " [](https://expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![voco Southampton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg) ### voco Southampton by IHG 10/10 Excellent "Everything was excellent from the reception to the bar staff, the service was excellent. The room was clean, spacious and had everything we needed." [](https://expedia.ca/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Chewton Glen Hotel & Spa](https://images.trvl-media.com/lodging/1000000/530000/528500/528432/94f8c4de_y.jpg) ### Chewton Glen Hotel & Spa 10/10 Excellent "A masterclass in hospitality " [](https://expedia.ca/New-Milton-Hotels-Chewton-Glen-Hotel-Spa.h528432.Hotel-Information) ![Leonardo Royal Southampton Grand Harbour](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg) ### Leonardo Royal Southampton Grand Harbour 10/10 Excellent "Spotless and staff very helpful " [](https://expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Rhinefield House Hotel](https://images.trvl-media.com/lodging/1000000/490000/486300/486289/00478fdb_y.jpg) ### Rhinefield House Hotel 10/10 Excellent "Staff, location" [](https://expedia.ca/Brockenhurst-Hotels-Rhinefield-House-Hotel.h486289.Hotel-Information) ![DoubleTree by Hilton Southampton](https://images.trvl-media.com/lodging/1000000/20000/10400/10397/545dc144_y.jpg) ### DoubleTree by Hilton Southampton 10/10 Excellent "Clean, comfortable, nice hotel in a convenient location." [](https://expedia.ca/Southampton-Hotels-DoubleTree-By-Hilton-Hotel-Southampton.h10397.Hotel-Information) ![Macdonald Botley Park Hotel & Spa](https://images.trvl-media.com/lodging/1000000/10000/9400/9369/4a8e2deb_y.jpg) ### Macdonald Botley Park Hotel & Spa 10/10 Excellent "Friendly and helpful reception staff. Comfortable room. A few breakfast cutbacks noticed but still good." [](https://expedia.ca/Southampton-Hotels-Macdonald-Botley-Park-Hotel-Spa.h9369.Hotel-Information) ![Moxy Southampton](https://images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "Friendly staff" [](https://expedia.ca/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ## Find out more about Winsor ## Winsor Guest Houses information | Number of reviews | 1,369 | | ----------------- | ---------------- | | Accommodation | 108 Guest Houses | | Lowest Price | CA $58 | | Highest Price | CA $303 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Bartley Hotels ](https://www.expedia.ca/Bartley-Hotels.d6257671.Travel-Guide-Hotels) - [Cabin Rentals in Burley ](https://www.expedia.ca/Burley-Cabins.d182476-aaCabins.Travel-Guide-Accommodation) - [Cadnam Hotels ](https://www.expedia.ca/Cadnam-Hotels.d6053850.Travel-Guide-Hotels) - [Chilworth Hotels ](https://www.expedia.ca/Chilworth-Hotels.d553248634839010989.Travel-Guide-Hotels) - 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